Acetic Acid → HCID 86738153, compound

HRID 1659618Notes

Reaction equation

HRID 1659618 reaction equation
Cl[CH:2]1[C:6](=[O:7])[C:5]2[CH:8]=[C:9](C)[CH:10]=[CH:11][C:4]=2[S:3]1=[CH:13][C:14]([OH:16])=[O:15].[C:17]1([SH:23])[CH:22]=[CH:21][CH:20]=CC=1.[C:24](O)(=O)C>>[S:23]1[CH:17]=[CH:22][CH:21]=[C:20]1[CH:2]1[C:6](=[O:7])[C:5]2[C:8]([CH3:24])=[CH:9][CH:10]=[CH:11][C:4]=2[S:3]1=[CH:13][C:14]([OH:16])=[O:15]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 7969ThiophenolHCID 86738154HCID 86738154, compound

Product 1

HCID 86738153HCID 86738153, compoundYield 85.4%

Procedure

25.5 g (0.1 mole) of 2-chlorocarboxymethylene-5-methyl-[2H]-benzothiophen-3-one (obtained in accordance with German Offenlegungsschrift No. 2 804 842) are suspended at 20° C. in 300 ml of anhydrous acetic acid and to this suspension are added 11 g (0.1 mole) of thiophenol. The reaction mixture is then heated for 11/2 hours to 50° C. After cooling, the orange red precipitate is collected by filtration, washed with anhydrous acetic acid and dried at 60° C./13000 Pa, affording 28 g (85.4% of theory) of 2-thiophenyl-carboxymethylene-4-methylbenzothiophen-3-one in the form of orange red crystals with a melting point of 164°-167° C. (decompos.).

Workup

  1. temperatureThe reaction mixture is then heated for 11/2 hours to 50° C
  2. temperatureAfter cooling
  3. filtrationthe orange red precipitate is collected by filtration
  4. washwashed with anhydrous acetic acid
  5. customdried at 60° C./13000 Pa

Sources & evidence

ORD record
ord-05ba85df06c744cb8183597b11a2cc8a
Source dataset
uspto-grants-1981_12
Patent number
US04304919

Reaction notes

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